A barren volcanic landscape with rugged terrain and distant mountains.

Hotels with Pool & Resorts in Upcountry Maui from AU$288

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Check availability on Upcountry Maui Hotels with Pool

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Upcountry Maui hotels with a pool

A swimming pool with lounge chairs and a hedge.
A spacious room with a high ceiling, skylights, and a large window at the far end.
A house with a green roof, surrounded by lush tropical plants and trees.
A spacious lobby with a large chandelier, wooden paneling, and a central rug.

1. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
Makawao
  • Swim and stretch in paradise at this serene retreat, where an outdoor pool meets lush gardens and wellness activities await you.
AU$544
includes taxes & fees
25 Aug - 26 Aug
Lumeria Maui Educational Retreat Center
A swimming pool with a wooden deck, surrounded by palm trees and tropical plants.
A spacious living room with wicker furniture, a fireplace, and a large TV mounted above it.
A bamboo structure with a sloped roof, surrounded by rocks and plants.
A sunlit room with large windows, wicker furniture, and a view of a lush garden.

2. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
AU$4,053
includes taxes & fees
31 Aug - 1 Sept
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
A resort with a swimming pool, solar panels, and a view of the ocean.
A balcony with a view of the ocean and palm trees.
A balcony with a view of the ocean and palm trees.
A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.

3. Maui Coast Hotel

Maui Coast Hotel
South Kihei
  • Poolside luxury awaits at this Maui resort with 2 outdoor pools, 3 spa pools, and cabana service for ultimate relaxation.
AU$367
includes taxes & fees
20 Sept - 21 Sept
Maui Coast Hotel
A patio with wicker furniture, a table with a vase of flowers, and a view of the ocean with palm trees.
A spacious living area with a high ceiling, large windows, and a wooden staircase.
A spacious living area with a kitchen, dining area, and a balcony with a view of palm trees.
A spacious living area with a wooden staircase, a dining table, and a sofa.

4. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
North Kihei
  • Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.
AU$288
includes taxes & fees
31 Aug - 1 Sept
Kohea Kai Hotel Maui
A balcony with a view of a swimming pool and lush greenery, including palm trees.
A beach with clear turquoise water, a sandy shore, and a backdrop of a resort area with buildings and trees.
A balcony with a view of a landscaped area, palm trees, and a building in the background.
A resort with a pool, lush greenery, and a view of the ocean.

5. Aston at the Maui Banyan

Aston at the Maui Banyan
South Kihei
  • Sun-drenched pool paradise awaits just steps from Wailea Beach with tennis and spa pool.
AU$326
includes taxes & fees
23 Sept - 24 Sept
Aston at the Maui Banyan
A pool area with lounge chairs, palm trees, and a view of the mountains.
A balcony with wicker chairs, a pool area with lounge chairs, and a view of a building with palm trees.
A beach with a clear view of mountains in the background, a sandy shore, and a calm sea.
A hotel room with a large bed, a desk with a TV, and a view of palm trees.

6. Maui Seaside Hotel

Maui Seaside Hotel
Kahului
  • Outdoor island pool haven offers steps-to-beach luxury with volcano views and fire pits.
AU$351
includes taxes & fees
23 Sept - 24 Sept
Maui Seaside Hotel
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of a cityscape and mountains.
A hotel room with two beds, a sofa, and a large window offering a view of the sea.
A resort with a poolside area featuring white lounge chairs, palm trees, and a view of the ocean.
An aerial view of a beach with clear turquoise water, a sandy shore, and patches of green vegetation.

7. Maui Beach Hotel

Maui Beach Hotel
Kahului
  • Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.
AU$341
includes taxes & fees
31 Aug - 1 Sept
Maui Beach Hotel
A swimming pool surrounded by palm trees and a wooden building with a sloped roof.
A hotel courtyard with palm trees, a grassy lawn, and a building with balconies.
A living room with a flat-screen TV, a coffee table with a potted plant, a wicker sofa, and a kitchen area with a bar stool and a microwave.
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

8. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
AU$544
includes taxes & fees
11 Sept - 12 Sept
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A hot tub area with a pool, lounge chairs, and a building with a balcony in the background.
An aerial view of a coastal resort with beachfront properties, a large hotel, and a swimming pool.
A spacious living area with a dining table, chairs, a sofa, a TV, and a ceiling fan.
A bedroom with a bed, bedside table, lamp, and a view into the kitchen.

9. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
  • Soak up the Hawaiian sun in Kihei's vibrant outdoor pool scene with spa pool relaxation and ocean adventures just steps away.
AU$547
includes taxes & fees
26 Aug - 27 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A resort with a swimming pool, palm trees, and ocean views.
A spacious living room with a large sliding glass door leading to a balcony, a blue sofa set, wicker chairs, a coffee table, and a ceiling fan.
An aerial view of a resort with multiple buildings, a swimming pool, and a view of the ocean.
A tennis court surrounded by palm trees and buildings with red roofs.

10. Aston Maui Hill

Aston Maui Hill
South Kihei
  • Relax in a shimmering oasis near Wailea Beach, where pool and spa pool create a serene island retreat.
AU$471
includes taxes & fees
22 Sept - 23 Sept
Aston Maui Hill
View all properties

Choose what matters most at hotels with a pool in Upcountry Maui

Breakfast included
4 stars
5 stars
Spa pool
Spa

Top Upcountry Maui Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Had a Good time. No complaints. Best location."
Chirag 4-night trip
Posted 6 hours ago
OUTRIGGER Kaanapali Beach Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great property!!!!!!! Good people"
santiago 7-night trip
Posted 13 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Overall, staff was very friendly! Shout out to the female concierge! She is hilarious and knows how to deliver a good time. The two outdoor pools are gorgeous especially at night with the beachfront view. If you’re on a budget, I highly recommend. It is definitely an older establishment and the cleanliness of the rooms are a little subpar, but the staff and amenities make up for it. Also, the rooms have their own washer, dryer, full kitchen, and iron. It made packing so much easier."
Kien 6-night trip
Posted 13 hours ago
Aston Kaanapali Shores
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"We love this hotel and will definitely come back!"
Marjan 4-night trip
Posted 22 hours ago
Hyatt Regency Maui Resort & Spa
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island."
Lucas 5-night trip
Posted 1 day ago
Fairmont Kea Lani Maui
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Location, location, location!!! It isn’t the fanciest resort, but the location sells it! We stayed 20 years ago, last month, and plan to stay again!"
Nicole Marie 7-night trip
Posted 1 day ago
Royal Lahaina Resort & Bungalows
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Easy to get around, nice warm pool, nice friendly staff. Weather was beautiful"
Leticia 4-night trip
Posted 2 days ago
Hilton Vacation Club Ka'anapali Beach Maui
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The location"
Enrique 7-night trip
Posted 2 days ago
Maui Seaside Hotel
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Four hours waiting for hotel check in is unacceptable. Sorry."
Elemer M 7-night trip
Posted 5 days ago
Four Seasons Resort Maui at Wailea

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